Mapping out Drive for dollars

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Hello, 

I have started to do drive for dollars. I am attempting to create a list of 1000 distressed properties in my farm area. 

My question is does anyone have any technology or suggestions to make this process more efficent? I currently use a google sheet to keep track of all the addresses this way I can update from my phone then mail merge to a google docs letter template once I fill out owner info from auditors site ( I may have a VA do this filling in of data once I figure out the best process).

My main issue is keeping track of the areas I have already hit. Does anyone know of an app or something that you can cross off street you have drove. If there is nothing more soffiticated than print screen shots of google maps and highlighting the areas I have drove I will just do that. 

This is my first crack at direct marketing so any suggestions would be fantastic. 

Thanks in advance!

Jered